(1R,3aR,4S,7aR)-1-[(2S)-1-hydroxypropan-2-yl]-7a-methyl-octahydro-1H-inden-4-ol

• ChemBase ID: 171637
• Molecular Formular: C13H24O2
• Molecular Mass: 212.32846
• Monoisotopic Mass: 212.17763001
• SMILES: C1CC[C@]2([C@H]([C@H]1O)CC[C@@H]2[C@@H](CO)C)C
• Canonical SMILES: OC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC[C@@H]2O)C
• InChI: InChI=1S/C13H24O2/c1-9(8-14)10-5-6-11-12(15)4-3-7-13(10,11)2/h9-12,14-15H,3-8H2,1-2H3/t9-,10-,11+,12+,13-/m1/s1
• InChIKey: FUBPRYXDIHQLGH-NAWOPXAZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3aR,4S,7aR)-1-[(2S)-1-hydroxypropan-2-yl]-7a-methyl-octahydro-1H-inden-4-ol
• IUPAC Traditional name: (1R,3aR,4S,7aR)-1-[(2S)-1-hydroxypropan-2-yl]-7a-methyl-octahydroinden-4-ol
• Synonyms: (βS,1R,3aR,4S,7aR)-Octahydro-4-hydroxy-β,7a-dimethyl-1H-indene-1-ethanol; Inhoffen Lythgoe Diol

Database IDs

• CAS Number: 64190-52-9
• PubChem SID: 164227547
• PubChem CID: 11042078

CALCULATED PROPERTIES

• Acid pKa: 17.706207
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.8734571
• LogD (pH = 7.4): 1.8734572
• Log P: 1.8734572
• Molar Refractivity: 61.1195 cm^3
• Polarizability: 24.452616 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 105-107°C

DETAILS

Toronto Research Chemicals - I657000

A key intermediate for the preparation of Vitamin D metabolites and analogs.

REFERENCES

• Barlow, C.H., Biochemistry, 15, 2225 (1976)
• Hayashi, Y., et al.: Biochem. Biophys. Acta, 427, 608 (1976)
• Shaanan, B., et al.: Nature, 296, 683 (1976)
• Shimada, H., et al.: J. Biol. Chem., 257, 11893 (1976)